反応 #2028892

ord-6f1cf560ed8e450d9d3713ae1c50e0ce

反応方程式

NS(=O)(=O)c1ccc(-n2nc(C(F)(F)F)c(CBr)c2-c2ccccc2)cc1
compound
NS(=O)(=O)c1ccc(-n2nc(C(F)(F)F)c(CBr)c2-c2ccccc2)cc1
4-[4-bromomethyl-5-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide
Cc1cc(C)nc(C)c1
collidine
CS(C)=O
dimethyl sulfoxide
NS(=O)(=O)c1ccc(-n2nc(C(F)(F)F)c(C=O)c2-c2ccccc2)cc1
desired product
収率 66.0%
NS(=O)(=O)c1ccc(-n2nc(C(F)(F)F)c(C=O)c2-c2ccccc2)cc1
4-[4-formyl-5-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide
収率 66.0%

反応条件

温度
120°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The reaction solution was partitioned between ethyl acetate and water
  2. 2
    洗浄the organic solution was washed with water
  3. 3
    その他dried
  4. 4
    濃縮concentrated
  5. 5
    その他The residue was chromatographed (1:1 hexane:ethyl acetate)

実験手順

To a solution of the compound prepared in Step 1 (362 mg, 0.79 mmol) in dimethyl sulfoxide (7 mL) was added collidine (0.14 mL, 1.0 mmol). The solution was heated at 120° C. for 3 hours and then kept at overnight at room temperature. The reaction solution was partitioned between ethyl acetate and water and the organic solution was washed with water, dried and concentrated. The residue was chromatographed (1:1 hexane:ethyl acetate) to give the desired product (205 mg, 66%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: USRE044048E1uspto-grants-2013_03